Benzo[g]-1,3-benzodioxolo[5,6-a]quinolizinium,5,6-dihydro-9,10-dimethoxy-13-methyl-, chloride (1:1)

Modify Date: 2025-09-20 18:22:15

Benzo[g]-1,3-benzodioxolo[5,6-a]quinolizinium,5,6-dihydro-9,10-dimethoxy-13-methyl-, chloride (1:1) Structure
Benzo[g]-1,3-benzodioxolo[5,6-a]quinolizinium,5,6-dihydro-9,10-dimethoxy-13-methyl-, chloride (1:1) structure
 Common Name Benzo[g]-1,3-benzodioxolo[5,6-a]quinolizinium,5,6-dihydro-9,10-dimethoxy-13-methyl-, chloride (1:1)
CAS Number 54260-72-9 Molecular Weight 385.84100
Density N/A Boiling Point N/A
Molecular Formula C21H20ClNO4 Melting Point N/A
MSDS N/A Flash Point N/A

 Use of Benzo[g]-1,3-benzodioxolo[5,6-a]quinolizinium,5,6-dihydro-9,10-dimethoxy-13-methyl-, chloride (1:1)


13-Methylberberine chloride (13-Methylberberinium chloride), a berberine analogue, has anti-adipogenic and antitumor activities. 13-Methylberberine chloride (13-Methylberberinium chloride) increases production of IL-12 and inhibits the expression of iNOS at posttranscriptional level in macrophages activated with LPS[1][2][3].

 Names

Name 2,3-methylenedioxy-10,11-dimethoxy-13-methylprotoberberine chloride
Synonym More Synonyms

  Biological Activity

Description 13-Methylberberine chloride (13-Methylberberinium chloride), a berberine analogue, has anti-adipogenic and antitumor activities. 13-Methylberberine chloride (13-Methylberberinium chloride) increases production of IL-12 and inhibits the expression of iNOS at posttranscriptional level in macrophages activated with LPS[1][2][3].
Related Catalog
References

[1]. Chow YL, et al. 13-Methylberberine, a berberine analogue with stronger anti-adipogenic effects on mouse 3T3-L1 cells. Sci Rep. 2016 Dec 5;6:38129.

[2]. Iwasa K, et al. In vitro cytotoxicity of the protoberberine-type alkaloids. J Nat Prod. 2001 Jul;64(7):896-8.

[3]. Lee DU, et al. Effects of 13-alkyl-substituted berberine alkaloids on the expression of COX-II, TNF-alpha, iNOS, and IL-12 production in LPS-stimulated macrophages. Life Sci. 2003 Aug 1;73(11):1401-12.

 Chemical & Physical Properties

Molecular Formula C21H20ClNO4
Molecular Weight 385.84100
Exact Mass 385.10800
PSA 40.80000
LogP 0.40870
Storage condition 2-8℃

 Synthetic Route

Formaldehyde structure

Formaldehyde

CAS#:50-00-0

Dihydroberberine structure

Dihydroberberine

CAS#:483-15-8

~37%

Benzo[g]-1,3-benzodioxolo[5,6-a]quinolizinium,5,6-dihydro-9,10-dimethoxy-13-methyl-, chloride (1:1) Structure

Benzo[g]-1,3-be...

CAS#:54260-72-9

Literature: Li, Ying-Hong; Yang, Peng; Kong, Wei-Jia; Wang, Yan-Xiang; Hu, Chang-Qin; Zuo, Zeng-Yan; Wang, Yue-Ming; Gao, Hong; Gao, Li-Mei; Feng, Yan-Chun; Du, Na-Na; Liu, Ying; Song, Dan-Qing; Jiang, Jian-Dong Journal of Medicinal Chemistry, 2009 , vol. 52, # 2 p. 492 - 501
9,10-dimethoxy-2,3-methylenedioxy-8,14-cycloberbin-13-one structure

9,10-dimethoxy-...

CAS#:80665-65-2

~%

Benzo[g]-1,3-benzodioxolo[5,6-a]quinolizinium,5,6-dihydro-9,10-dimethoxy-13-methyl-, chloride (1:1) Structure

Benzo[g]-1,3-be...

CAS#:54260-72-9

Literature: Hanaoka, Miyoji; Yoshida, Shuji; Mukai, Chisato Journal of the Chemical Society, Chemical Communications, 1985 , # 18 p. 1257 - 1258
9,10-dimethoxy-13-methylene-2,3-methylenedioxy-8,14-cycloberbine structure

9,10-dimethoxy-...

CAS#:100986-33-2

~80%

Benzo[g]-1,3-benzodioxolo[5,6-a]quinolizinium,5,6-dihydro-9,10-dimethoxy-13-methyl-, chloride (1:1) Structure

Benzo[g]-1,3-be...

CAS#:54260-72-9

Literature: Hanaoka; Yoshida; Mukai Chemical and Pharmaceutical Bulletin, 1989 , vol. 37, # 12 p. 3264 - 3267
9,10-dimethoxy-13-methyl-5,6,8,13-tetrahydro-8,13a-propano-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinolin-16-one structure

9,10-dimethoxy-...

CAS#:38699-81-9

~%

Benzo[g]-1,3-benzodioxolo[5,6-a]quinolizinium,5,6-dihydro-9,10-dimethoxy-13-methyl-, chloride (1:1) Structure

Benzo[g]-1,3-be...

CAS#:54260-72-9

Literature: Naruto; Nishimura; Kaneko Chemical and Pharmaceutical Bulletin, 1975 , vol. 23, # 6 p. 1271 - 1275

 Synonyms

dehydrothalictricavine chloride
13-Methylberberinium chlorid
13-methylberberine chloride
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Chemsrc provides CAS#:54260-72-9 MSDS, density, melting point, boiling point, structure, etc. Its name is Benzo[g]-1,3-benzodioxolo[5,6-a]quinolizinium,5,6-dihydro-9,10-dimethoxy-13-methyl-, chloride (1:1)>> amp version: Benzo[g]-1,3-benzodioxolo[5,6-a]quinolizinium,5,6-dihydro-9,10-dimethoxy-13-methyl-, chloride (1:1)

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